ISSN:
0009-2940
Keywords:
Pig liver esterase
;
Enantioselective hydrolysis
;
Asymmetrized neopentane
;
Reactive chiral building block
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A Novel Chiral Building Block with Neopentane Framework for Synthesis: Chemo-Enzymatic Preparation of (R)-CH3C(CH2OSO2CF3)(CH2Cl)(CH2Br)The pig liver esterase (PLE) catalysed hydrolysis of the prochiral malonic ester (BzlOCH2)(Me)C(COOMe)2 (1) leads to its chiral monoester 2 in selectivities up to 81% ee. Compound 2 is an ideal entry point for the enantioselective synthesis of 1,1′,1″-substituted neopentanes CH3C(CH2X)-(CH2Y)(CH2Z) with three different leaving groups, X, Y, and Z. CH3C(CH2OSO2CF3)(CH2Br)(CH2Cl) (8) is a versatile reactive building block for the asymmetric synthesis of compounds containing the neopentane-C5 skeleton.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19941270138
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